Dichlorodimethylsilane → Neophyldimethylchlorosilane

Participants

Reaction Steps

Neophylmagnesium chloride was prepared by the careful addition of 500 g (2.96 mol) of neophyl chloride to 75 g (3.125 mol) of magnesium turnings in 1.25 liters of dry THF. A five liter, 4-necked flask equipped with an overhead stirrer, condenser, thermometer and addition funnel was charged with 387 g (3.125 mol) of dimethyldichlorosilane, 3.0 g of cuprous cyanide and 250 ml of THF. Neophylmagnesium chloride was added dropwise from the addition funnel at such a rate as to maintain a gentle reflux. After the 2 hr. addition and additional 1 hr. reflux the reaction mixture was cooled, filtered and the filter cake was washed with hexane (2×250 ml). The combined organic layers were concentrated at reduced pressure and diluted with 100 ml hexane and again filtered. Reduced pressure concentration and distillation of the product gave 493 g (73% of theory) of neophyldimethylchlorosilane.

Provenance & Evidence